Divergent synthesis of alkylphosphonate-containing indanes and indenes via norbornene derivative-controlled
Yiyi Zheng1, Mingxia Wu1, Shiyue Sun1
1College of Chemistry and Chemical Engineering, Nantong University, Nantong 226019, P. R. China. wuxinxng@163.com.
Abstract:
A palladium-catalyzed divergent three-component reaction employing norbornene derivatives as controlled switches toward phosphonate-containing indenes and indanes was established. When using norbornadiene, norbornene or 7-oxabenzonorbornadiene as a substrate, alkylphosphonate-containing indanes were synthesized through a cascade [3+2] cyclization and alkylation of P(O)H process. Alternatively, oxanorbornadiene enabled the assembly of phosphonate-containing indenes via a subsequent retro-Diels-Alder reaction. Moreover, this strategy provides a new platform for the rapid construction of bis-alkylphosphonate functionalized diindane scaffolds.
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